The 1H-NMR spectrum of 1-chloropropane shows three signals and the 1H-NMR spectrum of 2-chloropropane shows two signals. Draw these two molecules and determine the relative integrals of each signal.

1. The 1H-NMR spectrum of 1-chloropropane shows three signals and the 1H-NMR spectrum of 2-chloropropane shows two signals. Draw these two molecules and determine the relative integrals of each signal.

2. Compound 1 has molecular formula C7H16. It shows three signals in the 1H-NMR spectrum, one at 0.85 ppm, one at 1.02 ppm, and one at 1.62 ppm. The relative integrals of these three signals are 6, 1, and 1, respectively.

Compound 2 has molecular formula C7H14. It shows three signals in the 1H-NMR spectrum, one at 0.98 ppm, one at 1.36 ppm, and one at 1.55 ppm. The relative integrals of these three signals are 3, 2, and 2, respectively.

Propose structures for compounds 1 and 2, explaining how you reach your conclusion.

3. The 1H-NMR spectrum of 1-bromopropane shows signals at 1.03, 1.88, and 3.39 ppm. The 1H-NMR spectrum of 2-bromopropane shows signals at 1.73 and 4.21 ppm. Draw these two molecules and assign the correct chemical shift to each proton environment.

4. The 1H-NMR spectrum of the compound below shows signals at 1.33, 2.70, 3.84, and 7.27 ppm. Assign the correct chemical shift to each proton environment. (picture attached)

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